
Castile and León Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury vacation packages in Castile and León
Price found within the past 48 hours. Click for updated prices.


Áurea Convento Capuchinos by Eurostars Hotel Company
Segovia Old Town
per person
Sep 18 - Sep 23
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Madrid (MAD)
9.6/10 Exceptional! (751 reviews)
A fantastic hotel set in a stunning historic building. Our room was beautiful—spacious, comfortable, and with an incredible view across the valley
Reviewed on Jul 1, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Castile and León
View all trips5* Luxury vacations in Castile and León
Price found within the past 48 hours. Click for updated prices.

Áurea Convento Capuchinos by Eurostars Hotel Company
Segovia Old Town
per person
Sep 18 - Sep 23
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Madrid (MAD)
9.6/10 Exceptional! (751 reviews)
A fantastic hotel set in a stunning historic building. Our room was beautiful—spacious, comfortable, and with an incredible view across the valley
Reviewed on Jul 1, 2025
Don't see what you're looking for?
See all available trips from Tokyo to Castile and León
View all trips4 Night Luxury vacations in Castile and León
Price found within the past 48 hours. Click for updated prices.

Don't see what you're looking for?
See all available trips from Tokyo to Castile and León
View all tripsTop Luxury Castile and León Hotels

Hospes Palacio de San Esteban, Salamanca, a Member of Design Hotels
Arroyo de Santo Domingo, 3, Salamanca, Salamanca
The price is ¥26,452 per night from Jul 13 to Jul 14
¥26,452
¥29,098 total
Jul 13 - Jul 14
includes taxes & fees
Go for a luxurious stay at Hospes Palacio de San Esteban, Salamanca, a Member of Design Hotels, where you can enjoy amenities like 24-hour room service, memory ...
9.4/10 Exceptional! (749 reviews)
"The staff were friendly and helpful throughout our stay. Great location a few minutes walk from the old town and the fact they have parking on site is a real bonus"
Reviewed on Jun 20, 2025

Castilla Termal Monasterio de Valbuena
Calle Murallas s/n, San Bernardo, Valbuena de Duero, Valladolid
The price is ¥40,582 per night from Jul 17 to Jul 18
¥40,582
¥44,641 total
Jul 17 - Jul 18
includes taxes & fees
Go for a luxurious stay at Castilla Termal Monasterio de Valbuena, where you can enjoy amenities like 24-hour room service, plush bedding, and more. The spa, ...
9.4/10 Exceptional! (405 reviews)
"Planning my next visit already. Need a longer stay than two nights here. The food was amazing, quiet, equipped & comfortable bedroom, and lovely attentive staff. Loved my stay at Castilla Termal Monasterio."
Reviewed on Jun 30, 2025

Grand Hotel Don Gregorio
Calle San Pablo 80-82, Salamanca, Salamanca
The price is ¥31,673 per night from Jul 6 to Jul 7
¥31,673
¥34,840 total
Jul 6 - Jul 7
includes taxes & fees
Stay in the lap of luxury at Grand Hotel Don Gregorio, where you can enjoy amenities like massage services, premium mattresses, and more. Deluxe amenities at ...
9.6/10 Exceptional! (297 reviews)
Stunning location in Salamanca
"Outstanding. Perfect location. Professional and helpful staff."
Reviewed on Jun 24, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
More Vacation Ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.